Donated by Andrew Robertson of Robertson Robertson Insurance .
The Skippers Plan Team Challenge encourages racers from their clubs to submit a group of 3 boats for the Main Duck Course and 2 boats for the Scotch Bonnet Course that will pool their finish times. The Best Corrected Time finishes of the boats on the teams determine the winner of the “Skippers Plan Team Challenge”. A keeper trophy will be awarded to the winners of the Spinnaker and White Sail division to keep at their host club. Boats on the winning teams for both the Spinnaker and White sail divisions will receive a keeper plaque for their boats. A cash prize, to be donated to the Learn to Sail program of the winning team’s club will be presented.
First awarded in 2005
| 2005 Spinnaker | Team Override, PCYC | Nicks Café, Patick Muise SeaJay, Jame Johnstone Defiant II, Bob Bugbee |
| 2005 White Sail | PCYC Shorts, PCYC | DJ Cats, Duncan Smith Ticker Tape, Don Lounsbury |
| 2006 Spinnaker | Team Topsiders, PCYC |
IMXtreme, Rossi Milev |
| 2006 White Sail | Team EYC |
Arome, Peter Stevens |
| 2007 Spinnaker | Team America, RYC |
Vitesse, Bob Fields |
| 2007 White Sail | Team RCYC |
Doralla, Kirk Allan |
| 2008 Spinnaker | The Storm, PCYC |
IMXtreme, Ken Bruce/ Stewart |
| 2008 White Sail | The Force, PCYC |
Windriven, Jonathan Vinden |
| 2009 Spinnaker | Team Override, PCYC | Nicks Café, Patick Muise SeaJay, Jame Johnstone Defiant II, Bob Bugbee |
| 2009 White Sail | Passed-Out Commodores PCYC |
Ticker Tape, Don Loundsbury |
| 2010 Spinnaker | Team PCYC I |
A35, Nick Sellars |
| 2010 White Sail | Team Newcastle I | Impromtu, Mike Cullen Windancer, Kevin Williams |


Current
